It's going to killlll me to write this, but I think I agree with you, Mikey.
I only have one/my first pup & although she will listen she pretty much runs the roost here. She's just bossy about when she wants to do something now & I mostly accommodate her.
When we go to my parents they have 2 J.R.'s & a rat terrier. All three dogs dominate Princess 90% of the visit as far as making her basically bow to them...literally. It used to bother me but it doesn't bother Princess so it must be OK.
The dogs don't play with toys much but Princess digs them up & when Sapphire (J.R.) hears the squeak she's determined to break it, & will every single time.
If I throw it & she gets it first Princess just walks away, but Princess wont give it to her if she has possession first. They're not mean, Princess will bark to 'ask' for whatever but there's no aggression so I just leave them alone.
Part of me does want to agree with Kelly though, if you're the bosses then that should be it. Since Eddie recognizes you both as bosses then I think it's OK. So I don't know, I guess my final conclusion is as long as it's not causing 'violence' or Jillie to seriously fear Eddie all of the time it's OK for them to work out their issues themselves.